Chemistry of Seven-Membered Heterocycles, VI. Synthesis of Novel Bicyclic Heterocyclic Compounds as Potential Anticancer and Anti-HIV Agents
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Abou Elfatooh G. Hammam
, Nagla A. Abd El-hafeza , Wanda H. Midurab and Marian Mikołajczyk
Several new pyridines, pyridones and pyrans fused to benzothiepine or benzoheptene ring were synthesized as potential anticancer and anti-HIV agents. The fused-ring pyridines 6. 7 and 17-19 were obtained via the reaction of the seven-membered ring ketones 1, 2 and 3 with an arylidene-malononitrile and by treatment of the ylidenemalononitriles 14, 15 and 16 with aromatic aldehydes, respectively. The corresponding pyridones 11, 12 and 13 were prepared from the ketones 1, 2 and 3 and arylmethylenecyanoacetamide. The synthesis of the fused-ring pyranes 8 and 9 involved the condensation of the ketones 4 and 5 with malononitrile under basic conditions. The rearrangement of 8 under acidic conditions gave the tetrahydropyridine 10. The pyran 20 was obtained from 15 and benzaldehyde. The screening tests showed that many of the compounds obtained exhibit good anticancer activity comparable to 5-fluorodeoxyuridine used as reference compound and moderate anti-HIV activity in comparison with AZT.
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- Luminescence Detection and Photodimerization of 1,3-Dimethyluracil Coordinated to Copper(I)
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Articles in the same Issue
- Crystal and Molecular Structures of the Sulfurization and Selenation Products of Bis[bis(trimethylsilyl)amino]germanium(II). Crystal Structure of (Triphenylphosphine)gold(I) Bis(trimethylsilyl)amide
- New Diazasilaphosphetidines and their Precursors
- The Solid State Conformation of Diaryl Ditellurides and Diselenides: The Crystal and Molecular Structures of (C4H3E2)2E'2 (E = O, S; E' = Te, Se)
- Asymmetrische Katalyse, 134 [1]. Naproxen-Derivate durch enantioselektive Decarboxylierung / Asymmetrische Katalyse, 134 [1]. Naproxen-Derivate durch enantioselektive Decarboxylierung
- Synthesis and Structure of a Palladium(II) Chloride Complex with 2-(2-Methyl-3-phenyl-isoxazolidin-5-yl)-pyridine
- Synthesis and Characterization of Bromo- and Bromochloroplumbates(II). Crystal Structures of [Ph4E]2[Pb3Br8] (E = P, As) and [Ph4P][PbBrCl2] • CH3CN
- Kristallstruktur und schwingungsspektroskopische Daten von Silbercyanamid / Crystal Structure and Spectroscopic Data of Silver Cyanamide
- Luminescence Detection and Photodimerization of 1,3-Dimethyluracil Coordinated to Copper(I)
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- Chemistry of Seven-Membered Heterocycles, VI. Synthesis of Novel Bicyclic Heterocyclic Compounds as Potential Anticancer and Anti-HIV Agents
- Crystal Structure and Properties of the Titanium Stannide Ti2Sn3
- Regeneration of Carbonyl Compounds from Oximes under Microwave Irradiation in Solventless System
- Umsetzung von N-Alkylpyridinium-Salzen mit Hydroxylamin / Reaction of N-Alkylpyridinium Salts with Hydroxylamine
- Enaminouraciles as Precursors for Synthesis of Pyrimido[4,5-a]pyrimidine- 2,4-diones
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